Sheffield Lodge

Row of green trees reflecting on a small lake as smooth as glass with blue skies above

Things To Do Nearby

There are dozens of indoor and outdoor activities, attractions, and restaurants to enjoy within a few minutes of Sheffield Lodge.  Whether the day is warm or cold, sunny or dark, there are destinations in the Berkshires that will keep you busy all day long no matter the season.

Southern Berkshire Winter and Spring Events

Local Activities

Sheffield Lodge is the southern gateway to the Berkshires being just north of the Connecticut border where many of the Berkshire activities happen. It’s only 100 miles north of New York City or 2 ½ hours by car, bus or train. Sheffield is a small rural town first settled in 1733 with a friendly relaxed lifestyle. It mixes rural farm country with second homes in a charming town.  There are historic buildings, covered bridges, breweries, vineyards, and outdoor activities.  The restaurant options are large when shared with Great Barrington the next town north.  Sheffield is home to the first licensed outdoor cannabis farms with three facilities to date.  Dewey Hall always has entertainment on its schedule. Sheffield is also home to several distilleries for tours and tastings, and Sheffield Pottery sells supplies and has a showroom for local potters to display their wares. Two ski resorts, Catamount and Ski Butternut are within 15 minute of the lodge making Sheffield Lodge the perfect place to stay while enjoying all these local activities and events.

Southern Berkshires

Winter months, Norman Rockwell Museum, Spirit of Giving exhibit
Now – May 10, Berkshire Museum, She Shapes History
Now – Feb. 9, The Clark, Travels on Paper
Dec. 6-8, Hancock Shaker Village, Hancock Holidays
Dec. 6, 7pm Yule Jam
Dec. 7 & 8, 10am-2pm Brunch with Santa
Dec. 7, 6pm Holiday dinner
Dec. 8, 4pm & 6pm Service of Lessons & Carols
Dec. 14- Mar. 22, The Clark, Arabesque
Dec. 22, Mahaiwe Performing Arts Center, Bolshoi Ballet in HD
Dec. 28 and 30, Ventfort Hall, Marionette Performance, The Frog Prince
Dec. 30, Berkshire Museum, Last Year in America, poets share stories
Dec. 31, Berkshire Theatre Group-Colonial Theatre New Year’s Eve with Max
Dec. 31, Mahaiwe Performing Arts Center, Berkshire Bach Society: Bach at
New Years
Jan. 20, Norman Rockwell Museum, Readings from ‘How to be an Antiracist’
Jan. 18, Norman Rockwell Museum, A Place to Land: Jerry Pinkney
Jan. 18, Great Barrington Winter Farmers Market at Monument Valley
Jan. 25, Berkshire Theatre Group-Tribute to Jackson Browne
Jan. 26, Mahaiwe Performing Arts Center, Giselle
Feb. 1, St. James Place, Crescendo concert
Feb. 13, Troy Savings Bank Music Hall, Nat’l Orchestra of Ukraine
Feb. 15, Berkshire Theatre Group-Memories of Patsy Cline
February, Salisbury, CT. Jumpfest
Feb. 16, Hancock Shaker Village, The Big Chill. 11am-5pm
Feb. 22, St. James Place, Grand Piano Trios- Schubert and Brahms
Feb. 23, Mahaiwe, Swan Lake
Mar. 21, Mahawe, music of Saint-Saens, Debussy, and Faure piano quartet
Mar. 29,Mahaiwe, Romeo and Juliet
Mar. 29, St. James Place, Crescendo concert
Apr. 12, St. James Place, soprano Julianne Baird sings J.S. Bach
Apr. 25, The Mahaiwe, Skylark, Hidden Symbols, Secret Codes, A Cappella
Apr. 29, Mahaiwe, Balanchine’s Jewels
May 21, Great Barrington Winter Indoor Farmers Market
May 23, The Mahaiwe, Beethoven at 250!
Jun. 13, The Mahaiwe, Café Music-Jazz, Rap and World Premiere!
Jun. 13-16, Bethel Woods Center, Mountain Jam with Willie Nelson
Jun. 21 Tanglewood opening weekend with Judi Collins and Arlo Guthrie
Aug. 15-18, Bethel Woods Center, Carlos Santana and Ringo Starr
Aug. 15, Tanglewood, 20th anniversary of John Williams ‘Film Night’
Aug. 21, Tanglewood Boston Pops ‘Star Wars: Episode V The Empire Strikes

Read More
Woman with hiking backpack walking on wooded trail with brown dog wearing red pack on a leash

Things to Do

Year-round activities throughout the Berkshires.  No wonder the Berkshires are so popular among visitors from all over the world.  Popular outdoor activities include hiking, biking, hunting, fishing, horseback trail rides, boating, visit waterfalls, and so much more.  During the summer season, visitors can enjoy a continuous schedule of cultural events such as Tanglewood music festival, Jacob’s Pillow Dance Festival, theatrical stage productions and art museums.



Visitors can hike the public trails, visit nearby State Parks, and waterfalls, and experience the brand-new zip lines at Catamount Aerial Adventure Park.

Most outdoor recreation areas remain open.  Now is a good time to get outdoors and breath the fresh air.  Check the websites for particular information.

This mix of nature with fun and cultural activities, attracts families with children of all ages. There are lectures and workshops, concerts and festivals. Spring, summer, and fall are enjoyed by visitors seeking enjoyable, stress-free vacations exploring, shopping, and antiquing, or be a ‘Leaf Peeper’ in October to watch the fall colors change. The winter season attracts skiers, snowboarders and hikers to the area, and the museums are open year-round.

Rustic restaurant with wood beam ceiling and black chandeliers with dining tables next to a wine rack full of different bottles of wine

Wine & Dining

Throughout the Berkshires there are restaurants to suite everyone’s tastes from pizza and burger spots, farm-to-table, to exquisite fine dining destinations. We have included a few of the most popular locations for you to consider:

Most restaurants are open again for dining-in after Covid, though a few are still take out only.  Call ahead for information.  Most all restaurants close at 9:00pm and many are closed on Mondays.

Facade of a storefront with arched windows, sign and hanging flags, inside an old stone building


You’ll find many unique places to shop in Great Barrington, Sheffield, Canaan, Lee and Stockbridge.


Shops are open with limited hours.  Call ahead to be sure.

  • This & That by Habitat
  • Goodwill – 6 thrift stores
  • Asia Barong – The largest Asian Art Gallery in America, Definitive Museum/Gallery of Pan-Asiatic Art and Sculpture
  • Flea 99 – indoor flea market in Canaan, CT. to visit more than 40 vendors

Vintage Shops

Shops are open with limited hours.

  • ReWraps
  • Mirror, Mirror
  • Zippy Chicks
  • Country Living Fair

Farmers’ Markets

Each town has a farmers’ market. Check with each for the day it’s open.

Two small waterfalls cascading out of rock and boulders into a pool below

Outdoor Recreation

It is impossible to list all of the different trails, falls and scenic routes. Below is a group of the most popular nearby.

Appalachian Trail cuts 91 miles through the county and passes over Mount Greylock at 3,491 elevation. Clarksburg State Forest in the north and October Mountain State Forest at the south. Hike sections of the trail over the mountains or across the flats.

Bartholomew’s Cobble in Sheffield has spectacular views of the countryside seen from 1000 ft. high.  Dogs are discouraged.



Bash Bish State Park with the longest waterfall drop in MA. through large rock formations in a tall forest in Copake. Perfect for a summer afternoon short 1.5 mile hike round trip.  Wade in the shallows, no picnicking.

Berkshire Botanical Gardens – 15 acres of cultivated gardens with an emphasis on local native plants.

Blue Rider Stables – Provides a safe and nurturing environment for students of all ages.

Butternut Ski Area – Ski lessons, night skiing, passes, and packages.

Catamount Mountain Resort – Enjoy winter snow skiing and an adventure park in the summer.

The Cove Bowling Alley – Bowl, parties and events, tournaments, pro-shop, leagues and clubs.

Fly the Berkshires – Provides maintenance, flight instruction and scenic flights. Home to private and business-owned general aviation aircraft.


Hancock Shaker Village – Go back in time at this living history museum. Closed during winter

Housatonic River Walk – Downtown Great Barrington. Enjoy a leisurely stroll through nature along the river.

The Kilpatrick Athletic Center – A fitness center featuring aerobics and dance studio, jogging track, pool, rock climbing wall racquetball, tennis and basketball courts.

Lake Garfield – A public beach located in Monterey, MA with lifeguards on duty during summer season. Swimming lessons, and boating available by contacting the parks department.

Lake Mansfield – Has sandy beaches, picnic area, and swimming with lifeguard during summer season in Great Barrington, MA.

Lime Kiln Farm Wildlife Sanctuary – Hike trails, enjoy vistas, look for wildlife, learn about plant communities.  Visit the field on a July evening for firefly watching.

Mount Greylock – At 3500 ft. high, this area offers breathtaking views. Try a challenging hike to the summit. Set up camp and stay on the mountain overnight and experience the awe-inspiring beauty above. Visitor Center: 30 Rockwell Road, Lanesborough

Monument Mountain – North Great Barrington.  Moderate level 3-hour hike to summit for magnificent views.

Naumkeag – An elegant estate known for its gardens and rare Berkshire “cottage.”

Race Brook Falls – On Route 41 (1/2 mile south of the Sheffield Lodge). Moderate exercise hike. Best in spring during snowmelt.

Umpachene Falls (and nearby Campbell Falls) – Enjoy a picnic lunch on the beach. Great for children and dogs.

Lime Rock – Auto racing.  Call for listing of events.

Inside of a small theatre with red seats, balcony and curved decorative ceiling


The Barn, Bar and Pub – Live music, burgers, Karaoke and comedy night. Intimate rustic setting, delicious food and great acoustics. Call for programs.

The Guthrie Center – In Great Barrington’s Trinity Church. A home of interfaith services, spiritual exchange and music.  Call for programs and tickets.

Falcon Ridge Folk Festival – This great event is in its 33rd  year of folk music and dance.  Call for program and tickets.


Jacobs Pillow Dance Festival – Regarded as the dance center and destination of the nation, it is a national Historic Landmark hosting the longest-running international dance festival.  Over 160 performances each season of emerging artists and world legends.  They house a most prestigious dance training center in the country. Runs from mid-June through August.  Call for program and tickets.

Mahaiwe Performing Arts Center – Offers music, dance, theater, opera, movies and family programs. Call for more information.

Berkshire Choral Festival – Held for 4 weeks at the Berkshire School. Gives choral singers the opportunity to rehearse and perform masterpieces of choral repertoire under world-class conductors and staff.

Tanglewood Music Festival – Founded in 1982, the main local attraction as the summer home of the Boston Symphony Orchestra is one of the most renowned musical arts venues in the region. Special invites to some of the most talented and widely acclaimed musical artists and acts.

Tannery Pond Concerts – In New Lebanon, NY. A destination for impressive classical music talent. Sit on beautifully crafted Shaker benches. Now, the private preparatory school for 180 students.  Beware, the hall is not air conditioned.

Williamstown Theatre Festival – Classic plays with fresh productions as well as new plays and musicals.

Canvas painting of an old fashioned main street in winter with two old buildings and old cars parked in front

Museums & Galleries

Berkshire Museum of Art Science & History – Family oriented to spark creativity and innovative thinking by making inspirational and educational connections.  Filled with natural history and ancient civilization located in Pittsfield, MA.  Call for hours and tickets.

Clark Art Institute – An art museum and research institution located in Williamstown, MA.  Call for hours and tickets.

Hancock Shaker Village – A world of rural living designed Hancock Shaker Village est. 1791. Closed and reopened as a museum and is still a working farm. Closed during winter.  Call for hours and tickets,

Mass MoCA Museum of Contemporary Art – Located in North Adams and also one of the top music venues. Call for hours.


Naumkeag and The Mount built in the Guilded Age – See how the elites spent their times in the county see the splendors of the house gardens.  Walk through exquisite gardens and fountain pools showing domestic beauty. Enjoy the Daffodil Festival and the Tulip festival here as well. Call for latest events and tickets.

Norman Rockwell Museum – Dedicated to education and art appreciation inspired by Rockwell’s undeniable legacy on American Art and more. Call for hours and tickets.

Schantz Galleries – Located in Stockbridge and known for its glass artist works. Call for hours.

Williams College Museum of Art & Sculpture – Offers the opportunity to encounter painting and sculpture firsthand. The Rose Gallery is a state of the art classroom committed to enhancing undergraduate education.

White theatre building with arched windows and advertising sign out on front lawn


Berkshire Theatre Group – One of the largest arts organization in the area with 5 stages in the county.  Including Fitzpatrick Main Stage, Unicorn Theatre, Neil Ellenoff Stage, all in Stockbridge and the Colonial Theatre and the Garage in Pittsfield.

Barrington Stage Company – Award winning Theater in the Berkshires presenting musicals, drama, and original productions.  *

The Colonial Theater – Part of the Berkshire Theatre Festival.


Mahaiwe Theater – One of the oldest surviving theaters with great acoustics. Open year round and boasts a performing arts center with self-selected programs of incredibly varied selection of musical performances from family events, rock and pop shows musicals and operas.

Shakespeare and Company – Performs Shakespeare and new plays of “social and political significance”. Conducts training programs for professional classical actors and students. .

Sosnoff Theater at Bard College – An intimate theater with an orchestra, parterre, and 2 balcony sections, and an acoustical shell that turns the theater into a concert hall for performances of chamber and symphonic music.

Narrow ski hill flanked by trees with skiers and snowboarders on a sunny day

Local Attractions

Bartholomews Cobble – 6.2 miles of trails for moderate hikers.  Beautiful vistas.  Trails are open and great for walking in open fresh air.  No dogs allowed.  Note: the Tractor Trail takes you to the top of the hill with a western view perfect to catch the sunset over the Taconics.

Big Elm Distillery – Tap room to visit for group trips. Free tours on Saturdays.

Berkshire Mountain Distillery – Take a tour through the distillery.

Colonel John Ashley House – Learn about Elizabeth ‘Mumbet’ Freeman, a black enslaved woman who sued for and won her freedom.


Le Trois Emme Vineyard & Winery – Taste delicious hors d’oeuvre parings with each wine. Great for group visits.

Sheffield Covered Bridge – Oldest covered bridge in Massachusetts before it burned in 1994.  See the UFO marker on back side of bridge. Return to the lodge to watch ‘Unsolved Mysteries-Berkshire UFO’.

Sheffield Pottery – Premium quality equipment, supplies, products, service, and dependability.  Call for appointments.

Thom Reed UFO Monument – At Sheffield Covered Bridge. Easy walk from parking. Good outdoor space for walking and enjoying fresh air.

Woodstock – Take a day trip to Woodstock, a town of rural beauty. A walking and shopping town, and still has the fun and funky feeling with artsy shops.

Book Direct!Book direct with Sheffield Lodge to get the best rates.Book Now